| ITF M15 Santo Domingo | 2020/12/05 14:30 | Nick Chappell v Oliver Crawford | 5-7,6-0,4-6 |
| ITF M15 Santo Domingo | 2020/12/04 14:45 | Nick Chappell v Leonardo Civita-Telles | 6-4,7-5 |
| ITF M15 Santo Domingo | 2020/12/03 15:55 | Nick Chappell v Jesse Flores | 6-3,7-6 |
| ITF M15 Santo Domingo | 2020/12/01 16:55 | Nick Chappell v Dusty H. Boyer | 7-6,6-2 |
| Challenger Orlando | 2020/11/19 17:00 | Alexander Ritschard v Nick Chappell | 6-3,6-4 |
| Challenger Orlando | 2020/11/17 18:35 | Nick Chappell v Ramkumar Ramanathan | 6-3,6-4 |
| Challenger Orlando | 2020/11/15 15:00 | Christian Harrison v Nick Chappell | 7-6,6-3 |
| Challenger Orlando | 2020/11/14 15:00 | Roy Smith v Nick Chappell | 6-7,1-6 |